Rosemont Vacation Packages

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Your Rosemont Vacation

Entertainment, history, art and more … There's so much to experience with a Rosemont vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Eager to explore your new surroundings? Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago are some of the best places to visit during a trip to Rosemont. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Rosemont now.

Top Rosemont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.

Reviewed on Jul. 30, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 3 - Sep 9
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul. 27, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Great stay :) Mr 47 didn’t disappoint

Reviewed on Aug. 1, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
Sep 3 - Sep 9
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (229 reviews)
Room was clean, balcony had a nice view, bed were comfortable, shower was nice

Reviewed on Jul. 31, 2025

Ready to book your vacation to Rosemont?

 

Choose your dates

Rosemont Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 8 to Aug 9
CA $186
CA $212 total
Aug 8 - Aug 9
includes taxes & fees
8.6/10 Excellent! (1,803 reviews)
"Excellent exce"

Reviewed on Jul. 31, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Fully refundable
The price is CA $164 per night from Aug 10 to Aug 11
CA $164
CA $186 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,349 reviews)
"Near By Mall and Rosemont Center and By Casino"

Reviewed on Jul. 29, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3 out of 5
6810 Mannheim Rd, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 11 to Aug 12
CA $196
CA $223 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (3,040 reviews)
"That wasn quiet. The room was pretty clean staff friendly"

Reviewed on Jul. 31, 2025

Hyatt Place Chicago/O'Hare Airport
See all 4,918 properties in Rosemont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Discover the most popular places to visit in Rosemont

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Rosemont

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Rosemont

Frequently asked questions

How much does a Rosemont vacation package cost?
You'll find cheap prices from CA $777 on Expedia for your Rosemont break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Rosemont costs.
What are the cheapest months to go to Rosemont?
You're likely to find reduced prices and greater availability in January, February and November. Browse our cheap Rosemont vacation packages and you could score some excellent off-season deals.
How many days is enough for Rosemont?
With about 2 days, you'll have enough time to visit popular neighbourhoods such as O'Hare and Norwood Park during your Rosemont vacation. Make sure to also add Rivers Casino and Fashion Outlets of Chicago to your must-do list. Up for some more adventures? Consider exploring outside of Rosemont on day trips and tours.
Is it worth booking a vacation package to Rosemont?
Whether you're planning to explore attractions such as Allstate Arena and Rosemont Theatre, or want to experience its top-notch shopping and dining, a Rosemont vacation guarantees an unforgettable adventure. Book your getaway with Expedia and discover why Rosemont is such a good vacation destination.
How to find the best Rosemont package deals?
Finding a cheap Rosemont package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Rosemont package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Rosemont vacation as a package?
You can enjoy significant savings on your Rosemont escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Rosemont?
If you have your Rosemont travel dates locked in, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Rosemont?

  1. Choose when to travel: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to vacation in Rosemont.
  2. Set a budget: Consider costs such as flights, meals and transportation when calculating how much to set aside for your trip to Rosemont. Then, select a hotel that matches your budget, whether that's an affordable stay or a high-end getaway.
  3. Decide how long to go away for: Now that you're more familiar with Rosemont, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Rosemont vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.